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What is the most interesting question you can ask to get to know someone?

12.06.2025 04:00

What is the most interesting question you can ask to get to know someone?

Would you do it again, and would you rather 2 females or 2 males?

82~ Do you have any fantasies involving Role-Playing?

41~ What are you best at in bed? What do you think you are not so good at? Anything you want to get good at?

Why does it matter so much to atheists that God doesn't exist?

5~ When you first started having sex, was it what you thought it would be?

21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?

84~ How do you feel about reading/listening to adult stories?

Why do men say women hit the wall at 24?

Will you kiss after your partner has gone down on you? Swallow or spit semen?

77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?

21~ What was the best date you ever went on? What has been the worst?

Is there any evidence to support the existence of people who have experienced "gangstalking"? Or is it a psychological phenomenon?

33- If you could visit any time period, when would you pick? Please explain why?

Nurse/Patient Celebrity/Fan

A comprehensive questionnaire, this should be a fun exercise to get to know each other. Try to give as much detail as possible when answering questions. You can go through this together and talk about each question or fill out the questionnaire as completely as you can and once you are done, go through each question together. If you have been together for a while, it is also fun to try to answer the questions for your partner. Remember this should be fun, so if you do not wish to answer a question you can “PASS” and not answer. Both should answer honestly and without judgement. (This is important, without judgement) I hope this helps you get closer and strengthens your relationship… You can learn a lot about the other person… and yourself…

Aristo Sham of Hong Kong wins the 2025 Van Cliburn Piano Competition - Dallas News

49~ How many times have you been married? Why did they end?

Do you watch it? What is your favorite?

10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?

Mountaineers Defeat Kentucky to Advance to Super Regionals - West Virginia University Athletics

28- What are some things that people do that irritate you?

2- What’s your favorite color? Do you a least favorite?

12- What is the weirdest thing you've ever eaten?

U.S. economy stalled in May, Fed survey finds - MarketWatch

57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?

13- What’s your favorite drink? What’s your least favorite?

How long for foreplay? Do you need to have an orgasm? Is afterplay important?

What are the defining characteristics of woke liberals and conservatives in the United States?

Can you Deep Throat? Do you like the taste of yourself?

52~ Are you willing to make “those types” of bets with your partner?

19- Do/have you smoked? What do you prefer? How often?

Do you anal play alone?

75~ If your partner wants an orgasm/have sex when you don't desire to have sex, how do you plan to deal with their needs?

8- What's your favorite flavor of ice cream? Do you a least favorite?

54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?

Could the guys here tell me how their first experience with a trans woman was? Who was the lady to you? ( I mean girlfriend, one night stand, etc.) I just had my first experience recently and I would like to know about others?

How well do you know me? And some of your thoughts about me

How many times do you think you have “made love”?

That one or two things that made you go hmmmm, OMG or wow!

What is the alleged false reason behind Prince Harry's desperate demands for IPP (Intimate Partner Protection) for Meghan Markle and their family?

(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?

22- What is your favorite childhood memory? What is your least favorite?

35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?

Want to lower your cholesterol? Try a daily cup of this common bean - The Independent

Teacher/Student Stranger/One Night Stand

32- What's your greatest talent? Can I see it right now?

9~ How many times over your lifetime do you think you have had sex so far?

27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.

Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?

66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?

27- What was/ is nickname? Does it have a meaning behind it?

What have you learned about me that was new and/or surprising?

7- What if a person smells a certain way? 8- How about smoking?

1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?

17- Have you ever done drugs? Which ones? How often?

23~ What do you believe is required to have a successful and healthy relationship? (This is important, take your time, and really think about this)

15~ Have you ever been “in love”? Who? Care to Share?

If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)

Nothing too Serious

42~ What’s your biggest regret in life?

Do you have a favorite? Is it ok if your partner does?

Does the thought excite you? Care to share?

42~ Ever been spanked during sex? Did you like it? Would you like me to do it?

33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?

11- Is there something you would like me to do, in any area of our relationship that I have not done, or you want more of?

81~ Do you have any kinks and/or fetishes?

14- What is an embarrassing moment in your life? How about your most embarrassing?

37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?

36- Do you play video games? What is your favorite? Do you a least favorite?

31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)

5- Have you ever been hypnotized? Would you allow yourself to be?

18- What’s your favorite way to relax after a long day? What’s your least favorite?

13- How about having a certain hair cut/style?

13~ Is there a difference between, making love, having sex, and fucking?

Any that are a turn off?

10~ How many dates are necessary before you to have sex with someone?

26~ What side of the bed do you sleep on?

51~ Are you willing to play adult games with your partner?

71~ Would you give your partner a hand or foot job? Would you receive one?

72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?

21- What's your favorite way to spend a weekend or time off?

9- If you could have three wishes, what would they be? Why?

What would you say to prove to yourself that it was really you?

6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?

Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…

1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)

If yes, what?

65~ Describe the best orgasm you’ve ever had? Care to share?

7-What do I do in bed that drives you wild? How about, what turns you off?

76~ Have you had a threesome? Care to Share?

50~ How many children do you have? What are their ages?

What is your view on sex? Meaning, When/Where/ How often/

Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts

17- What’s your favorite holiday? What’s your least favorite?

38~ Share your most embarrassing sexual memory?

47~ What would be your dream job and why?

63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?

5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?

Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®

50~ Where would you like to be touched more? Do you have a place that you want to be touched, that no one has, or has only happened a couple times? How about less?

How old are you? Male or Female?

12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?

68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?

37- Do you like your name? If you could change it, what would you change it too?

1~ How old were you when you had your first kiss? Who? Care to Share?

47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)

36~ What is your favorite time of day to have sex/make love?

20- What’s your favorite candy? What’s your least favorite?

* Give a rating for each one (0-100)

8- What are your thoughts on politics?

Do you like it when they show and tell you what they want?

7~ How many times in one day have you had sex? Who/When/Where? Care to Share?

14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?

Are you willing to help and encourage your partner to fulfill their fantasies and desires?

1- What was your first impression of me? Has it changed?

What do you dislike about me? I asked you to be 100% honest.

If NO, would you ever have one? Would it be with 2 men or 2 women?

9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?

74~ Have you ever had sex while others watched? Have you ever watched others have sex?

91~ Would you ever go into an adult book/toys store with me? Would you buy something?

18~ Who/when was your first “crush”?

34~ Do you like the lights on or off during sex?

60~ How important is oral sex? Do you like receiving? Do you like giving?

64~ When was your very first orgasm? When was your first from having sex? Care to share?

5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?

8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.

Repairman/Lonely Wife Virgin/Experienced

What’s the longest time you gone without having sex, after, having it? How much time between the others?

22- Do you have any birth marks? How about scars? Care to share how you got them?

16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?

79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?

6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?

45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)

49~ If you could, would you want to be the opposite sex for a day, week, or year?

1- What’s your favorite animal? Do you a least favorite?

85~ If you gave me a “free Pass” to have me do anything for one hour, what would you want me to do to you?

The Ice Breaker Questions

16- Can we talk about your health history? Have you had any surgeries? Any broken bones?

Family Relation Age Play

3- What Superhero or Superpower would you want to be/have?

What was the longest? What was the shortest?

4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?

*** Random Questions ***

14- What's your favorite dessert? Do you a least favorite?

9- Is there something you’ve always wanted to ask me but you’re afraid?

69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?

24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?

2~ How old were you when you got to 2nd base? (Tongue kissing, breast feeling, or outside the clothes genital contact) Who? Care to Share?

45~ How do you feel about me blindfolding you? How about blindfolding me?

Over time has your thoughts on sex changed?

19~ Who/when was your first “heartbreak”?

25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?

*** What’s Your Favorite…? ***

12- What’s your favorite food? What’s your least favorite?

Will you cheat again? How can, you be sure? Define what cheating is to you.

What is your favorite position? Why?

67~ Do you like it when your partner moans and/or is vocal during sex?

3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)

88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?

48~ Do you have any siblings? Are you close to your family?

2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.

(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couples’ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETC…)

*** Questions about Relationships/Past ***

15- What bad habit do you wish you could quit? Do you have any addictions?

If you win, what will you make them do?

Model/Photographer Police/Criminal

15- What's your favorite saying? What word or phrase is your least favorite?

16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?

85~ If I gave you a “Free Pass” for you to do anything to me for one hour, knowing that no matter what you did,

Doctor/Nurse Stripper/Client

4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)

22~ What is the best pickup line anyone has ever used on you? What was the worst?

5- What do I do outside the bedroom that turns you on? How about, what turns you off?

53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?

31- If given a chance to be immortal, would you take it? Why?

Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?

40~ What’s the weirdest place you’ve ever had sex?

48~ Have you ever paid or been paid for sex?

70~ Would/do you have/like anal sex?

44~ Have you ever been tied up during sex? What are your thoughts on bondage?

You know that I will be 100% truthful, so ask.

89~ Do you like taking showers together?

51~ What tends to bring a smile to your face?

23- What is your dream job? What was it as a child?

59~ Have/do you masturbate? How often? What do you use? (Toys, Phone sex, Erotica, Hard Core, shower/water, etc) Would you, while your partner watches?

9- What’s your favorite season and why? What’s your least favorite?

Prisoner/Prison Guard Landlord/Tenant

90~ Have you ever had sex in a Pool or Hot Tub? Would you?

11- How about if they like a certain sports team? 12-How about drinking too much?

61~ How willing would you be to try new sexual positions?

6- Do you have dreams? Can you remember them? What do you usually dream about?

If you say it, I will stop, and we can talk about it when you are ready.

8~ How many times a week would you like to engage in sexual activities? What is the average for you now?

3- Should Pluto still be considered a planet? 4- How about smoking?

4- For a pet, Cat, dog or other?

Master/Slave Boss/Maid

43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?

Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?

If you lose, are you willing to be their sex slave for a day, (anything goes)?

3- What was the most surprising thing you’ve learned about me throughout our relationship?

80~ Share your top three fantasies/desires. (Be detailed) 😊

20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?

14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?

46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?

44~ Care to share something about yourself that no one else knows about you?

39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?

Is it ok for a man to perform oral sex after he has ejaculated inside of you?

25~ How do you feel about PDA? (Public Display of Affection)

34- Ever been to a concert? What was your favorite? Who would you like to see?

I would allow you to do it… What would you do to me?

7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?

20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?

55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?

4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)

Do you shave/trim your pubic hair? For you guys do you shave your balls?

19- What’s your favorite fairytale? What’s your least favorite?

Do you think this brought you closer together?

How about if they talk dirty and/or call you names?

How many partners have you had oral sex with? Who? Care to Share?

Would you allow me to clean every part of your body with my soapy hands and fingers?

92~ Have you ever had or have an STD? How many? What was it?

Escort/Client Job Applicant/Hiring Manager

73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?

58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?

Would you mind if your partner watched it? How about together vs alone?

43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?

Would you read them together?

10- What is your favorite family tradition? What’s your least favorite?

24~ What are your expectations in a relationship? (I know a very big question, take your time)

33- Beach or Mountains? Or is there another place to like better?

28~ What are some things that turn on? What is your biggest turn on?

30- Do you prefer living in the countryside, in a town, or in a big city? Why?

If YES, was it with 2 men or 2 women? Did you enjoy it?

35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?

Meaning if you ever say it no matter how long we have been together or where we are in the moment…

29- How superstitious are you?

14- Do you have a “Deal Breaker”, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?

How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)

Would /have you ever given your partner a lap dance and Striptease?

78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?

Any that are a turn off?

These go from easy to answer, to OMG, you really want to know that?! to some serious thought. Take your time and have fun with this. The past is the past… it got you two here together…

Do you like the “69” position? Do you prefer to be on top or bottom?

62~ Have you used adult toys?

* Which of the following turns you on the most? Do you have any not on this list? Care to share?

*** Deal Breaker Questions ***

What is your favorite toy? Ever wanted to try a specific toy?

Would you allow me to shave your legs? How about your pubic hair? How about shower sex?

7- What are your thoughts on religion? Is there an afterlife?

26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?

Have you ever? Care to Share?

52~ What are your hobbies?

11- List at least 5 things on your bucket list. Have you done any of them already?

6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?

*** Questions About Me ***

93~ Now that this really long questionnaire is over, one last question, ok maybe 3…

30~ What's something unexpected that turns you on?

87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?

38- If you won the Lottery and got 200 million dollars, what would you do with all that money?

39~ What are your love languages?

Would you ever want to be woken up with oral and/or intercourse?

11~ Have you ever been caught by your parents or children or others while having sex?

29~ What are some things that turn you off? What is your biggest turn off?

13- What is the craziest/scariest thing you've ever done?

3- What’s your favorite smell? Do you a least favorite?

Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?

32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?

46~ Have you ever used furniture, or other types of things to aid you while having sex?

11- What's your favorite restaurant? What’s your least favorite?

Please share Did you stop?

83~ How do you feel about Porn?

Can you have multiple orgasms? Are you able to have different kinds of orgasms?

41~ Are there moments in your past that you would want to change? Please share 3 of them.

10- List 5 of your top pet peeves.

What have you learned about yourself that you did not before this?

2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?

92~ Everyone needs a “safe” word. What is yours?

18- How often do you drink alcohol? What is your favorite drink?

Get this wrong and this could mean the end… :-) some funny, some not…

40~ If you could go back in time, and relive your life, with the knowledge you have now, what age would you go back to and why?

56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?

17~ What is the average length of your relationship(s)? What was the longest? Why did they end?

53~ How much can you tell me about the one thing you are most passionate about?